JP2000502089A - 成長ホルモンの放出を促進できるｄ―２―アルキルトリプトファンを含有するオリゴペプチド化合物 - Google Patents
成長ホルモンの放出を促進できるｄ―２―アルキルトリプトファンを含有するオリゴペプチド化合物Info
- Publication number
- JP2000502089A JP2000502089A JP9522460A JP52246097A JP2000502089A JP 2000502089 A JP2000502089 A JP 2000502089A JP 9522460 A JP9522460 A JP 9522460A JP 52246097 A JP52246097 A JP 52246097A JP 2000502089 A JP2000502089 A JP 2000502089A
- Authority
- JP
- Japan
- Prior art keywords
- mrp
- peptide
- formula
- hydrogen
- peptide according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 102000018997 Growth Hormone Human genes 0.000 title claims abstract description 45
- 108010051696 Growth Hormone Proteins 0.000 title claims abstract description 45
- 239000000122 growth hormone Substances 0.000 title claims abstract description 43
- 230000001737 promoting effect Effects 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 title abstract description 14
- 108010038807 Oligopeptides Proteins 0.000 title description 12
- 102000015636 Oligopeptides Human genes 0.000 title description 12
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 41
- -1 2-aminoisobutyryl Chemical group 0.000 claims abstract description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 26
- 239000001257 hydrogen Substances 0.000 claims abstract description 26
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 9
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims abstract description 8
- 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims abstract description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 150000007522 mineralic acids Chemical class 0.000 claims abstract description 6
- 150000007524 organic acids Chemical class 0.000 claims abstract description 6
- 229920001184 polypeptide Polymers 0.000 claims abstract description 6
- BXJSOEWOQDVGJW-JTQLQIEISA-N 2-methyl-L-tryptophan zwitterion Chemical group C1=CC=C2C(C[C@H](N)C(O)=O)=C(C)NC2=C1 BXJSOEWOQDVGJW-JTQLQIEISA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- 241001465754 Metazoa Species 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 claims description 4
- WUCUMICRNPWOFV-JTQLQIEISA-N (2s)-2-amino-3-(2-ethyl-1h-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=C(CC)NC2=C1 WUCUMICRNPWOFV-JTQLQIEISA-N 0.000 claims description 2
- GFEDEMYJKHGBHH-NSHDSACASA-N (2s)-2-amino-3-(2-propan-2-yl-1h-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=C(C(C)C)NC2=C1 GFEDEMYJKHGBHH-NSHDSACASA-N 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 238000013270 controlled release Methods 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 238000007920 subcutaneous administration Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 abstract description 3
- 239000011347 resin Substances 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 150000001413 amino acids Chemical class 0.000 description 9
- 235000001014 amino acid Nutrition 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 241000124008 Mammalia Species 0.000 description 6
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 6
- 238000004128 high performance liquid chromatography Methods 0.000 description 5
- 239000007790 solid phase Substances 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000010647 peptide synthesis reaction Methods 0.000 description 4
- 125000006239 protecting group Chemical group 0.000 description 4
- 230000003578 releasing effect Effects 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 3
- 125000000539 amino acid group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 3
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 2
- 102100033367 Appetite-regulating hormone Human genes 0.000 description 2
- 235000005979 Citrus limon Nutrition 0.000 description 2
- 244000131522 Citrus pyriformis Species 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- 102000038461 Growth Hormone-Releasing Hormone Human genes 0.000 description 2
- 239000000095 Growth Hormone-Releasing Hormone Substances 0.000 description 2
- 101710119601 Growth hormone-releasing peptides Proteins 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 101710142969 Somatoliberin Proteins 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 description 2
- 235000008206 alpha-amino acids Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 2
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 230000001817 pituitary effect Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000010532 solid phase synthesis reaction Methods 0.000 description 2
- 210000001764 somatotrope Anatomy 0.000 description 2
- 238000013268 sustained release Methods 0.000 description 2
- 239000012730 sustained-release form Substances 0.000 description 2
- RVWNMGKSNGWLOL-GIIHNPQRSA-N (2s)-6-amino-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2s)-2-amino-3-(1h-imidazol-5-yl)propanoyl]amino]-3-(2-methyl-1h-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1h-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide Chemical compound C([C@H](N)C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCN)C(N)=O)C1=CN=CN1 RVWNMGKSNGWLOL-GIIHNPQRSA-N 0.000 description 1
- GYPCWHHQAVLMKO-XXKQIVDLSA-N (7s,9s)-7-[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-[(e)-n-[(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ylidene)amino]-c-methylcarbonimidoyl]-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydrochloride Chemical group Cl.O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(\C)=N\N=C1CC(C)(C)N(O)C(C)(C)C1)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 GYPCWHHQAVLMKO-XXKQIVDLSA-N 0.000 description 1
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 1
- 235000019766 L-Lysine Nutrition 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- JVVXZOOGOGPDRZ-SLFFLAALSA-N [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine Chemical compound NC[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 JVVXZOOGOGPDRZ-SLFFLAALSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- MGHPNCMVUAKAIE-UHFFFAOYSA-N diphenylmethanamine Chemical compound C=1C=CC=CC=1C(N)C1=CC=CC=C1 MGHPNCMVUAKAIE-UHFFFAOYSA-N 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 108010070965 hexarelin Proteins 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/02—Drugs for disorders of the endocrine system of the hypothalamic hormones, e.g. TRH, GnRH, CRH, GRH, somatostatin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/06—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1024—Tetrapeptides with the first amino acid being heterocyclic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT95MI002681A IT1277113B1 (it) | 1995-12-20 | 1995-12-20 | Composti oligopeptidici contenenti d-2-alchiltriptofano in grado di promuovere la liberazione dell'ormone della crescita |
| IT95A002681 | 1995-12-20 | ||
| PCT/EP1996/005393 WO1997022620A1 (en) | 1995-12-20 | 1996-12-04 | Oligopeptide compounds containing d-2-alkyltryptophan capable of promoting the release of growth hormone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000502089A true JP2000502089A (ja) | 2000-02-22 |
| JP2000502089A5 JP2000502089A5 (it) | 2004-10-28 |
Family
ID=11372755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9522460A Pending JP2000502089A (ja) | 1995-12-20 | 1996-12-04 | 成長ホルモンの放出を促進できるｄ―２―アルキルトリプトファンを含有するオリゴペプチド化合物 |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0868429B1 (it) |
| JP (1) | JP2000502089A (it) |
| KR (1) | KR100369104B1 (it) |
| CN (1) | CN1126759C (it) |
| AT (1) | ATE226214T1 (it) |
| AU (1) | AU1175997A (it) |
| BR (1) | BR9612146A (it) |
| CA (1) | CA2239702C (it) |
| DE (1) | DE69624371T2 (it) |
| DK (1) | DK0868429T3 (it) |
| ES (1) | ES2186810T3 (it) |
| HK (1) | HK1016193A1 (it) |
| IL (1) | IL124507A (it) |
| IT (1) | IT1277113B1 (it) |
| MX (1) | MX9804868A (it) |
| PT (1) | PT868429E (it) |
| RU (1) | RU2182156C2 (it) |
| WO (1) | WO1997022620A1 (it) |
| ZA (1) | ZA9610591B (it) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008501641A (ja) * | 2004-04-28 | 2008-01-24 | デゲンギ，ロマノ | 成長ホルモン分泌促進物質であるプソイドペプチド類 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69921611T2 (de) | 1998-01-16 | 2005-11-03 | Novo Nordisk A/S | Verbindungen mit wachstumshormon-freisetzenden eigenschaften |
| US5932548A (en) * | 1998-06-03 | 1999-08-03 | Deghenghi; Romano | Lysine containing peptides for treatment of heart disease |
| US6919315B1 (en) | 1998-06-30 | 2005-07-19 | Novo Nordisk A/S | Compounds with growth hormone releasing properties |
| KR100699404B1 (ko) | 1999-02-18 | 2007-03-23 | 가켄 세야쿠 가부시키가이샤 | 성장 호르몬 분비촉진제로서의 신규 아미드 유도체 |
| US6417397B1 (en) * | 1999-10-04 | 2002-07-09 | The Regents Of The University Of California, San Diego | N-substituted alkylamino acids for use as amino-protecting groups |
| US6211156B1 (en) * | 1999-11-10 | 2001-04-03 | Asta Medica A.G. | Peptides for treatment of erectile dysfunction |
| EP1159964B1 (en) | 2000-05-31 | 2009-10-28 | Pfizer Products Inc. | Use of growth hormone secretagogues for stimulating gastrointestinal motility |
| US7476653B2 (en) | 2003-06-18 | 2009-01-13 | Tranzyme Pharma, Inc. | Macrocyclic modulators of the ghrelin receptor |
| GB0603295D0 (en) | 2006-02-18 | 2006-03-29 | Ardana Bioscience Ltd | Methods and kits |
| CU23558A1 (es) | 2006-02-28 | 2010-07-20 | Ct Ingenieria Genetica Biotech | Compuestos análogos a los secretagogos peptidicos de la hormona de crecimiento |
| BRPI0807046A2 (pt) | 2007-02-09 | 2015-05-26 | Tranzyme Pharma Inc | Composto, composição farmacêutica, métodos de tratar um distúrbio, uma doença cardiovascular e um paciente que sofre de motilidade gastrointestinal reduzida ou disfuncional e, kit. |
| US9119832B2 (en) | 2014-02-05 | 2015-09-01 | The Regents Of The University Of California | Methods of treating mild brain injury |
| US20170121385A1 (en) | 2015-10-28 | 2017-05-04 | Oxeia Biopharmaceuticals, Inc. | Methods of treating neurodegenerative conditions |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1175810A (en) * | 1979-03-30 | 1984-10-09 | Frank A. Momany | Synthetic peptides having pituitary growth hormone releasing activity |
| IT1240643B (it) * | 1990-05-11 | 1993-12-17 | Mediolanum Farmaceutici Spa | Peptidi biologicamente attivi contenenti in catena 2-alchiltriptofano |
| RU2157378C2 (ru) * | 1994-09-27 | 2000-10-10 | Дегенги Романо | Полипептидные соединения, содержащие d-2-алкилтриптофан, стимулирующий высвобождение гормона роста |
-
1995
- 1995-12-20 IT IT95MI002681A patent/IT1277113B1/it active IP Right Grant
-
1996
- 1996-12-04 EP EP96942326A patent/EP0868429B1/en not_active Expired - Lifetime
- 1996-12-04 DK DK96942326T patent/DK0868429T3/da active
- 1996-12-04 AU AU11759/97A patent/AU1175997A/en not_active Abandoned
- 1996-12-04 CN CN96199086A patent/CN1126759C/zh not_active Expired - Fee Related
- 1996-12-04 ES ES96942326T patent/ES2186810T3/es not_active Expired - Lifetime
- 1996-12-04 KR KR10-1998-0704587A patent/KR100369104B1/ko not_active IP Right Cessation
- 1996-12-04 CA CA002239702A patent/CA2239702C/en not_active Expired - Fee Related
- 1996-12-04 JP JP9522460A patent/JP2000502089A/ja active Pending
- 1996-12-04 RU RU98113920/04A patent/RU2182156C2/ru not_active IP Right Cessation
- 1996-12-04 IL IL12450796A patent/IL124507A/xx not_active IP Right Cessation
- 1996-12-04 DE DE69624371T patent/DE69624371T2/de not_active Expired - Fee Related
- 1996-12-04 AT AT96942326T patent/ATE226214T1/de not_active IP Right Cessation
- 1996-12-04 PT PT96942326T patent/PT868429E/pt unknown
- 1996-12-04 BR BR9612146A patent/BR9612146A/pt not_active IP Right Cessation
- 1996-12-04 WO PCT/EP1996/005393 patent/WO1997022620A1/en active IP Right Grant
- 1996-12-17 ZA ZA9610591A patent/ZA9610591B/xx unknown
-
1998
- 1998-06-17 MX MX9804868A patent/MX9804868A/es not_active IP Right Cessation
-
1999
- 1999-03-23 HK HK99101182A patent/HK1016193A1/xx not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008501641A (ja) * | 2004-04-28 | 2008-01-24 | デゲンギ，ロマノ | 成長ホルモン分泌促進物質であるプソイドペプチド類 |
Also Published As
| Publication number | Publication date |
|---|---|
| DK0868429T3 (da) | 2003-02-10 |
| ITMI952681A0 (it) | 1995-12-20 |
| MX9804868A (es) | 1998-10-31 |
| DE69624371D1 (de) | 2002-11-21 |
| CN1204341A (zh) | 1999-01-06 |
| ATE226214T1 (de) | 2002-11-15 |
| IT1277113B1 (it) | 1997-11-04 |
| CA2239702A1 (en) | 1997-06-26 |
| ZA9610591B (en) | 1997-06-24 |
| EP0868429A1 (en) | 1998-10-07 |
| HK1016193A1 (en) | 1999-10-29 |
| AU1175997A (en) | 1997-07-14 |
| PT868429E (pt) | 2003-02-28 |
| KR100369104B1 (ko) | 2003-06-12 |
| RU2182156C2 (ru) | 2002-05-10 |
| WO1997022620A1 (en) | 1997-06-26 |
| ITMI952681A1 (it) | 1997-06-20 |
| IL124507A0 (en) | 1998-12-06 |
| ES2186810T3 (es) | 2003-05-16 |
| CN1126759C (zh) | 2003-11-05 |
| EP0868429B1 (en) | 2002-10-16 |
| DE69624371T2 (de) | 2003-06-18 |
| CA2239702C (en) | 2007-08-07 |
| BR9612146A (pt) | 1999-07-13 |
| IL124507A (en) | 2001-03-19 |
| KR20000064444A (ko) | 2000-11-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4018116B2 (ja) | 新規アミリン作動薬ペプチドおよびその使用 | |
| JP2000502089A (ja) | 成長ホルモンの放出を促進できるｄ―２―アルキルトリプトファンを含有するオリゴペプチド化合物 | |
| EP2091914A1 (en) | Transdermal delivery systems of peptides and related compounds | |
| US6025471A (en) | Diazaspiro, azepino and azabicyclo therapeutic peptides | |
| JP2002516872A (ja) | 心疾患の治療のためのリシン含有ペプチド | |
| US6268346B1 (en) | Peptides with organo-protective activity | |
| EP0783521B1 (en) | Polypeptide compounds containing d-2-alkyltryptophan capable of promoting the release of growth hormone | |
| MXPA97002275A (en) | Polypeptidic compounds containing d-2 alkyltriptophan capable of promoting the hormone release of growth | |
| US5872100A (en) | Peptides containing D-2-Alkyl-Tryptophan | |
| US5807985A (en) | Oligopeptide compounds containing D-2-alkyltryptophan capable of promoting the release of growth hormone | |
| EP0755942B1 (en) | N-amidino dermorphin derivative | |
| JPH11510147A (ja) | 成長ホルモンに対する阻害活性をもつソマトスタチン類似環状ペプチド | |
| JP2918746B2 (ja) | ペプチド誘導体およびその用途 | |
| EP1348714B1 (en) | Polypeptide useful as anti-allergic/antiasthmatic, methods for the preparation thereof and pharmaceutical compositions containing such polypeptide and their use | |
| US20060160989A1 (en) | Polypeptide useful as antiallergic/antiasthmatic activity, methods for the preparation thereof, pharmaceutical compositions containing such polypeptide and use thereof | |
| ITMI941954A1 (it) | "composti polipeptidici contenenti d-2-metiltriptofano aventi attivita'sull'aumento del camp intracellulare" | |
| ITMI951293A1 (it) | Composti polipeptidici contenenti d-2-alchiltriptofano in grado di promuovere la liberazione dell'ormone della | |
| JPH06321987A (ja) | ペプチド誘導体及びその用途 | |
| JPH10330399A (ja) | 神経伝達ポリペプチド |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20060919 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20061213 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20070209 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070319 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20081104 |
|
| RD02 | Notification of acceptance of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7422 Effective date: 20081031 |